Imidazole → HCID 20435235, compound

HRID 1154351Notes

Reaction equation

HRID 1154351 reaction equation
Br[CH2:2][CH2:3][CH2:4][C:5](=[O:14])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13].[NH:15]1[CH:19]=[CH:18][N:17]=[CH:16]1.O>CN(C)C=O>[CH2:2]([N:15]1[CH:19]=[CH:18][N:17]=[CH:16]1)[CH2:3][CH2:4][C:5](=[O:14])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]

Participants

5

Reactant 3

HCID 795ImidazoleHCID 962WaterHCID 20435099HCID 20435099, compound

Product 1

HCID 20435235HCID 20435235, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1-Bromo-4-dodecanone 6.45 and imidazole (8.34 g) in dimethylformamide (10 ml) at 0° C. were stirred overnight at ambient temperature, then one day at 80° C. The resulting mixture was poured into water (200 ml), extracted with ether (3×75 ml) and the extracts were dried (magnesium sulfate) and evaporated. Chromatography of the product on silica gel eluting with 7% methanol in methylene chloride gave 1-(dodecan-4-on-1-yl)imidazole.

Workup

  1. customone day
  2. customat 80° C
  3. extractionextracted with ether (3×75 ml)
  4. dry with materialthe extracts were dried (magnesium sulfate)
  5. customevaporated

Sources & evidence

ORD record
ord-850ef4d1aeb14ca2a156f61fa5dfea28
Source dataset
uspto-grants-1984_12
Patent number
US04489087

Reaction notes

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